4-(4-Chlorophenyl)piperidine → 7-Benzylamino-6-[4-(4-chlorophenyl)piperidine-1-carbonyl]-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine

HRID 1026928Notes

Reaction equation

HRID 1026928 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23](O)=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[CH:29][CH:28]=1>>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23]([N:36]1[CH2:37][CH2:38][CH:33]([C:30]2[CH:29]=[CH:28][C:27]([Cl:26])=[CH:32][CH:31]=2)[CH2:34][CH2:35]1)=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 12036134-(4-Chlorophenyl)piperidineHCID 675407947-Benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675405397-Benzylamino-6-[4-(4-chlorophenyl)piperidine-1-carbonyl]-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidineYield 81%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.20 g, 0.58 mmol) obtained in Example 21, step 4 and 4-(4-chlorophenyl)piperidine (0.14 g, 0.70 mmol), the title compound (0.24 g, 81%) was obtained.

Sources & evidence

ORD record
ord-dce19a1850ed428f9deb1ba5fc78c44a
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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